The 287 Best Holiday Party Entertainers for Hire in Annapolis, MD

Patricia M. said “Did a fantastic job!!”

Paula B. said “I hired Frances from the traveling mixologist to be our one wait staff at my 10 year wedding anniversary party. I initially hired her just to fill waters…”

M D. said “Michelle and the girls she brought to work our Halloween party was just the cherry on top to what made it an epic party. Michelle was incredibly helpful…”

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting!”

Matthew C. said “Controlled the atmosphere set the mardi gras vibe”

David L. said “We invited Doug to a recent strategy offsite, and it turned out to be one of the most memorable meetings we've had in a long time! He was entertaining…”

Aaron F. said “I cannot recommend Southern Hospitality enough. They went above and beyond to ensure all guests were satisfied, with food and drink easily accessible.…”

Edin C. said “Great communication, throughout the entire experience.”

Cynthia L. C. said “Ruthy Stenger is a truly gifted and versatile pianist and singer. I'd wanted to have a mixed repertoire at the funeral home visitation for my sister.…”

Brian N. said “Perfect for small crowd”

Cindy M. said “Santa Tom graciously found a substitute Santa for our event when he learned that he had Covid. We are SO grateful and everything went smoothly at our…”

Meghan C. said “Jason was exceptional and we were very impressed with his bartending skills. Our guests loved him and he made our event so fun. Thank you, Jason!!!”

Sundas M. said “Don Juan performed a really great magic show 👍. The kids and adults all really enjoyed the tricks and poetry and funny jokes. Overall we had a great experience…”

Keri S. said “Kourosh was an amazing performer for our science speakeasy event. Our guests loved it and mentioned to several staff members afterward how much they enjoyed…”

Rosa S. said “Yany was prompt, and professional the entire evening. She was very accommodating to our guest, kept the buffet line moving efficiently, and cleared the…”

Daryl H. said “Santa Tim was wonderful with the adults and kids. My son (8yo) was beyond excited and Santa Tim even did great with my 13 y/o! The best experience and…”

Briana L. said “Santa and The Grinch were great with the kids, very professional and on time! The kids loved it!”

Jamie C. said “This was the perfect Jazz ensemble for our reception! They were professional, courteous and easy to work with. It's fun to have a jazz singer with…”

Roberta N. said “The group was excellent. My only regret was that the party was so noisy it was hard to hear them. I was very pleased with their performance.”

Jennifer M. said “This is the second time I’ve booked with Shayne and I can’t emphasize LIFESAVER enough. She’s prompt, professional, HAPPY, and encouraging. She is one…”

Rich C. said “I hired Dan recently for a corporate event to entertain some of our customers before a dinner engagement. Entertain is an understatement to describe Dan's…”

Lori V. said “Choosing Speechless to provide a DJ for our wedding was an absolute game-changer. From our first meeting, their team demonstrated professionalism and…”

Vik said “Great setvice”

Kiana C. said “Inspiring & uplifting music complimented a beautiful Fred Astaire ambiance at the Mens Charity holiday party! Put guests in a good mood on the St.…”

Meghan B. said “We had the Jazz Experience play at our wedding reception and dinner - guitar, bass and drums. They were fabulous from start to finish. Responsive and…”

Latosha E. said “Brother Dudley came out and played for our first church service and he did it with such excellence. He worked well with our psalmist and took it upon…”

Angela M. said “Thank you Geno for proving the live entertainment. The band with Earl and the crew was everything. My family and friends had a wonderful time! See you…”

Judy W. said “We were pleased beyond our expectations. The team of 3 were very professional and well prepared. They saw to every need that arose and anticipated a few…”

Erin W. said “We had Santa Ezra be our Santa for our Community Christmas Event. To say he was amazing, is an understatement. He was so kind, patient and engaging with…”

Tyese K. said “James Allis was the perfect Santa Claus for our holiday event. He was responsive, punctual, jolly and a great addition to the event.”